5296-26-4

Usage

Chemical class

Morpholine derivative

Backbone

Phenoxypropanol

Usage

Pharmaceutical intermediate

Application

Synthesis of various drugs

Potential

Chiral building block in organic synthesis

Stereochemical properties

Useful for its stereochemistry

Interaction

Ability to interact with biological systems

Research interest

Medicinal and chemical research

Upstream product

• 110-91-8 morpholine 
• 4769-73-7 (RS)-1-chloro-3-phenyloxy-2-propanol 
• 122-60-1 Phenyl glycidyl ether 

Downstream Products

• 31541-85-2 2-acetoxy-1-morpholin-4-yl-3-phenoxy-propane 

Relevant academic research and scientific papers

Synthesis and application of Cu(II) immobilized MCM-41 based solid Lewis acid catalyst for aminolysis reaction under solvent-free condition

In this paper, a Cu(II) immobilized periodic mesoporous organosilica (PMOs) was synthesized and used as a reusable solid Lewis acid catalyst for the aminolysis of epoxides under solvent-free conditions. An amide-based ligand, L-propylsilyl (1) having a specific binding pocket was prepared and fabricated on mesoporous MCM-41 to produce mesoporous organosilica L-propylsilyl@MCM-41 (2). Further, it has been utilized for anchoring Cu(II) ions under controlled reaction conditions to yield solid Lewis acid catalyst Cu(II)-L-propylsilyl@MCM-41 (3). The synthesized catalyst 3 exhibits significantly higher catalytic activity for aminolysis compared to hitherto known solid Lewis acid catalysts. An extensive range of β-amino alcohols with high regio and stereoselectivity were prepared by using catalyst 3. The catalyst was recovered easily and reused eight times without any loss in its catalytic activity. Furthermore, the synthesis of clinically significant propranolol (β-blocker) from α- naphthyl glycidyl ether was attained successfully using catalyst 3 in a very decent yield.

Graphite oxide catalyzed synthesis of β-amino alcohols by ring-opening of epoxides

Graphite oxide as a heterogeneous and recyclable solid acid catalyzed a simple and efficient method for the synthesis of β-amino alcohols by ring opening of epoxides with amines. This method is effective with various aromatic and aliphatic amines under solvent-free conditions. The corresponding β-amino alcohols are obtained in high yields (56%-95%) and short reaction times (15-30 min) with high regio- and chemoselectivity under metal-free conditions.

Solvent-free aminolysis of aliphatic and aryloxy epoxides with sulfated zirconia as solid acid catalyst

Single-step and two-steps synthetic procedure for the synthesis of sulfated zirconia (SZ) was developed, which were calcined at 500, 600 and 700 °C and characterized by various physico-chemical methods such as PXRD, FTIR, surface area, microanalysis, NH3-TPD and DRIFT analysis. These SZ materials were then employed as solid acid catalysts for the aminolysis of different aliphatic/aromatic terminal, aryloxy and meso epoxides with aromatic and aliphatic amines under ambient conditions. Amongst the catalyst prepared, SZ-2-600 prepared in two-steps and 600 ° C calcined was found to be the most efficient catalyst to give p-amino alcohols in up to 98% yield and 7gt;99% regioselectivity. The SZ catalyst was successfully recycled and reused up to six catalytic runs with intact efficiency.

Fe(OH)3 nano solid material: An efficient catalyst for regioselective ring opening of aryloxy epoxide with amines under solvent free condition

Iron hydroxide-Fe(OH)3and iron oxides (Fe3O4and Fe2O3) were successfully prepared and characterized. These materials were employed as efficient and environmentally benign heterogeneous catalysts for t

Phenalenyl in a different role: Catalytic activation through the nonbonding molecular orbital

We have demonstrated that the nonbonding molecular orbital (NBMO) of the phenalenyl (PLY) cation can be used as a Lewis acid catalyst for different organic transformations. Detailed computational and spectroscopic studies for the aminolysis reaction of ep

Efficient synthesis of β-amino alcohols by regioselective ring opening of epoxides with amines catalyzed by CuFe2O4 nanoparticles

A simple and efficient method has been developed for the synthesis of β-amino alcohols by regioselective ring opening of epoxides with amines in the presence of CuFe2O4 nanoparticles as a heterogeneous recyclable catalyst at room temperature in high yields.

Mg(ClO4)2, an efficient catalyst for synthesis of β-amino alcohols by ring opening of epoxides with amines under solvent-free conditions

Commercially available magnesium perchlorate is reported as an extremely efficient catalyst for the ring-opening reaction of epoxide with various primary and secondary amines, especially diphenyl amine, under solvent-free conditions at room temperature.

A facile and efficient synthesis of β-amino alcohols using 2,2,2-trifluoroethanol as a metal-free and reusable medium

Trifluoroethanol was used as a reusable catalyst and medium for the ring opening of epoxides using aliphatic and aromatic amines as nucleophile under mild conditions to give the corresponding β-amino alcohols in high yields and regioselectivity.

Reaction of phenyl glycidyl ether with some heterocycles

The respective hydroxypropyl phenyl ethers were obtained by the reaction of 5,5-dimethylhydantoin, morpholine, benzotriazole, benzimidazole, pyrrolidone, and phthalimide with phenyl glycidyl ether. 8-(2-Hydroxy-3-phenoxy) quinoline was synthesized by O-alkylation.

Highly chemoselective addition of amines to epoxides in water

(Chemical Equation Presented) Aminolysis of a variety of epoxides by aliphatic and aromatic amines in water, in the absence of any catalyst with high yields, is reported. β-Amino alcohols were formed under mild conditions with high selectivity and in excellent yields.